I’ve been exploring my sexual side for two years.

NSFWNo Regrets

Firstly: some comments on why this post exists: I’m a male, 42 and am British. In my offline life I’m super private and keep my business to myself. I’m a professional type with a great career, I’m chatty, intelligent, kind, friendly and apparently quite charming. I’m told my inner confidence is alluring yet I’m humble and not arrogant. I’m the kind of guy to save a struggling bee 🐝 this post effectively marks the end of a period of time for me where I’ve been exploring my sexual side and I’ll outline some details below of some of the experiences I’ve had (good and bad). So if you’re offended by this kind of thing, now is the time to stop reading.
More than this, this has been a two- year journey for me. I’ll explain below. Heads up, my memory is fuzzy with some details!

I got my first girlfriend when I was 16. This was considered late where I grew up but then I was shy. I met her through a chat room (I remember they were wild back in the day). Since being 16 until the age of 40 I had been in long term relationships with a handful of women. In that time the longest I was single for was about 5 months. The relationships effectively rolled into each other. I often thought about sexual fantasies and things I wanted to do (thank you porn 🙄) but could never do them as I was in relationships with people who had no interest in anything like that.

Fast forward to about 2 years ago and I find myself single for the first time in a long time.

I made this account and yes posted naked images of myself and though it may seem egotistical, for me it has helped with my self esteem. I also like to think that I’ve made someone a little happier or hornier in their day!

I was not in a good place anyway after the last breakup and foolishly started to consider women - too quickly.

But, then as things went on I decided to try and explore that sexual side of me.

So two years: what does that look like… Well, midway through writing this massive post I compiled a list of those I can remember:

Laura - one so far (new connection)
Liv - many
Big girl - one
Irish girl - several
Rose - many
Clara - many
Linda - many
K - many
Bumble one night
Black nurse girl - one
Helga - many

Some were one time meets and others, we slept together many times.

So some examples of things which happened: Bumble one night - it wasn’t supposed to be a one time thing but she answered the door and we went upstairs - she was ahead of me and I could see she wasn’t wearing underwear under her shorts. However midway through sex her dog became an issue. It ended up that the dog was in bed with us and was like some comfort dog. It was a total mood killer, neither of us came and it was super awkward. I didn’t want to see her again even though she was very attractive.

Rose - we saw each other for a good while. We had sex all over the place. Houses, cars, outside etc and she was trying to get me to find another woman to join us. This has been a big fantasy of mine (spoiler alert: it hasn’t happened for me). She loved to be lay on her back on the bed with her head hanging off it while sucking on me and feeling my hands all over her. She squirted a few times with me.

Black nurse girl was the first black girl I’d been with and honestly now I think about this a lot. I’m trying not to fetishise the whole thing but I loved her body and the contrast with my pasty white bits too 😅 she answered the door to her apartment wearing some sexy and very expensive lingerie (she even told me it was expensive so that i didn’t rip it ha). She was really nice, I came too quickly and we aimed to meet again but there was a bit of a distance too.

Clara - she was very petit. I was able to have a standing 69 with her while she was in the air. I ate her pussy while she sucked on me but she was super super horny with this and was sucking so hungrily. I made her cum LOTS. One time when I was driving over she left the front door open and I let myself in, climbed the stairs and opened the door to find her lay on the bed, she had already been masturbating and was wearing lingerie and a blindfold so that I could help myself. We didn’t say a word and I got undressed and went for it.

Helga - we had sex before she sucked on my cock as she found oral to be intimate. A Jewish woman. She was gorgeous and super bright. Could play the piano at competition level and speak several languages including Russian. She was a professional woman and I liked this about her. In the bedroom I was happy to dominate her. Outside the bedroom she was dominant in all aspects of her life. Home and work.

Big girl - we did it one time and I considered more but at the time had many other options. I’d never been with someone large but tried it and it was nice. Also she came more than I’ve ever known anyone to cum. Over and over. She squirted and shook and I barely had to do anything about it. Multiple orgasms on my face, hands and cock. I was absolutely drenched! She also wore lingerie but I think more to hide her body a bit and make her feel comfortable.

Linda - we had tonnes of sex. Risky sex outside, in cars, we went dogging kinda (well, we did a drive by, moved along and then fucked separately). We also had sex a few times online for people on chaturbate. She loved the idea of people watching us and getting off to us. It was easy to make her cum and we had a great chemistry together. I considered whether I could settle down with Linda actually. I sometimes still watch some of the recordings we made where I can see her hungrily sucking me off. She also wanted to explore with a woman.

Liv - we have fucked a good amount and she wants to explore with a woman too. Almost arranged a threesome with her and the woman below 👇🏻 she’s kinky and we have used restraints, oils, done some spanking and she also licked my asshole - rimming, which is never done before.

Laura - she messaged me from an app one night while I was masturbating asking if I’d like to come over to hers to fuck. She just joined the app as was house sitting and was about 2 miles away from me so after a shower I was over there. She answered the door naked and yea…. I’ve only met her once so far but I left with scratches on my back and one happy lady who came a couple of times. I also choked her too, sometimes with one hand, sometimes with two. I hooked her mouth with my fingers from behind & pulled her hair and treated her like a slut really and she loved it.

No need to go into others but with some of the girls we talked about going to a sex club to explore group dynamics or some watching us. Ive had sex with some outside in broad daylight, ive had many and given many orgasms and generally had a good time. Generally I would use protection even when the women wouldn’t want to (I remember Laura - one time meet - lay me back and go to climb onto my cock - she was holding it up and about to slide onto it when I told her to get a condom… I mean we had just met and fairly randomly, she didn’t even know my name (I told her afterwards 🤣).

I wanted a threesome pretty badly but it’s not happened. Either the women haven’t aligned that I’d be with or some issues would come up. I’ve been with a few woman who wanted to do it but none of them kinda matched up. It is what it is and I’m accepting it now.

I feel in the time I’ve been single, that this has helped me to heal. I’ve also been healing apart from the sex stuff. And I’m now in a place mentally where I’m starting to consider my future. I’m kind of old but not too old and will consider this another chapter in my life. The sexual chapter looks like it’s just about closed and I can look back and think fondly of it. I’ve met some really great women and had some great times with them. I should say it wasn’t all about sex too. I went on many dates and did date activities with some of these people, many times. I enjoyed that side too.

Posted Jun 27, 2026, 7:16 AM UTC

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